Sodium Hydroxide → HCID 21307643, compound

Participants

Reaction Steps

N-(t-Butoxycarbonylpiperidin-2(S)-ylmethyl)-N-(1-naphthylmethyl)glycine methyl ester (3.71 g, 8.7 mmol) was dissolved in MeOH (130 ml) in an ice-H2O bath, and 1N NaOH (43.5 ml, 43.5 mmol) was added. The mixture was stirred at ambient temperature for 5 h and concentrated. The resulting residue was dissolved in H2O (50 ml) and neutralized with 1N HCl (43.5 ml). The aqueous layer was washed with EtOAc (3×75 ml). The organic layers were combined, dried (MgSO4), filtered, and concentrated to give the title compound as a white foam.

Provenance & Evidence